$40 Cheap Flights to Chester, WV

View $40 flight on Fri, May 15, 2026Opens in a new window

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Popular airlines to Chester

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How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at $40 for one-way flights and $80 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, May 15 - Sun, May 17
MCO
Orlando
PIT
Pittsburgh
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 15 from Orlando to Pittsburgh, returning Sun, May 17, priced at $80 just found
Spirit Airlines
Wed, Apr 29 - Sun, May 3
FLL
Fort Lauderdale
PIT
Pittsburgh
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Apr 29 from Fort Lauderdale to Pittsburgh, returning Sun, May 3, priced at $80 found 1 hour ago
American Airlines
Wed, May 13 - Wed, May 20
ORD
Chicago
PIT
Pittsburgh
$137 Roundtrip, found 4 hours ago
$137
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, May 13 from Chicago to Pittsburgh, returning Wed, May 20, priced at $137 found 4 hours ago
United
Tue, Jun 30 - Wed, Jul 1
ORD
Chicago
PIT
Pittsburgh
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Jun 30 from Chicago to Pittsburgh, returning Wed, Jul 1, priced at $137 found 2 hours ago
Delta
Tue, May 19 - Sat, May 23
JFK
New York
PIT
Pittsburgh
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, May 19 from New York to Pittsburgh, returning Sat, May 23, priced at $150 found 6 days ago

Frequently asked questions

What month is the cheapest to fly to Chester?
May is the cheapest month to fly to Chester. Demand is lower then, so you're likely to score a great deal. Planning your trip outside of school breaks and major holidays could also help you save.
Which US cities have the cheapest flights to Chester?
Land cheap flights to Chester from New York, Chicago and Atlanta. These cities usually offer the best fares to this exciting destination. But bear in mind that stopovers, seasonality and demand will also impact rates, so stay flexible and book when prices are right.
Which US cities fly direct to Chester?
Take your pick of 47 US cities providing direct flights to Chester. When you book on Expedia, select "Direct flights only" to find nonstop options. Fly to Chester from any of these cities:

  • New York
  • Chicago
  • Atlanta
  • Washington
  • Orlando

How to find a cheap flight to Chester?
Jetting off in the low season and booking in advance are two great ways to snag cheap flights to Chester. Or, consider departing on a Thursday, which, on average, is 16% cheaper than departing on a Sunday.* Want to be the first to know when fares fall? Simply set up price tracking on the Expedia app for real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Chester?
You can find good deals on last-minute flights to Chester, especially if your plans are flexible. Consider your options for departing from a different hub, tweaking your trip dates or selecting an alternative carrier to get a cheap flight to Chester.
How far in advance should I book a flight to Chester?
Find the departure dates you want and a fare that fits your budget by booking your domestic flight to Chester up to 28 days in advance. Search for tickets two to four months ahead if you're traveling to Chester from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Chester?
Sundays are usually the best day to book a cheap flight to Chester, with savings of about 8% on average compared to Fridays. If you choose to purchase on a Friday, expect to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Chester?
There are 11 carriers that connect Chester with 39 airports worldwide. The chief gateway to this city is Pittsburgh Intl. Airport (PIT). Fly with any of these leading airlines to Chester:

  • Delta Air Lines
  • United Airlines
  • American Airlines
  • Spirit Airlines

Where do you fly into Chester?
Chester's main airport is Pittsburgh Intl. Airport (PIT). If you want other nearby options when flying to Chester, consider Akron-Canton Airport (CAK), Beaver Falls, PA (BFP-Beaver County) or Wheeling, WV (HLG-Ohio County). You can also opt to fly to Chester through Butler, PA (BTP-Butler County).
How far is the airport from central Chester?
If you're jetting into Pittsburgh Intl. Airport (PIT), you'll be roughly 18 mi southeast of the center of Chester.
Can I save money by booking a Chester trip package?
Bundle your flights and accommodations and you could save hundreds of dollars. Plus, you can add extras like tours and car rentals to your Chester flight and hotel package deal. With Expedia, it's simple to organize all your Chester travel plans in the same place.
Can I change or cancel my flight to Chester?
It's often possible to change or cancel your flight to Chester. Many airlines allow you to cancel your flight for free within 24 hours of booking. However, some flights are non-refundable, and airlines may issue you credit for a future trip in place of a direct refund. To find affordable flights to Chester with flexible change policies, pick the "Changes included" or "No cancel fee" filters during your search. Need more information? Visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Destination city name
Pittsburgh
Roundtrip price
$80

Trending flights to Chester

Prices were available within the past 7 days and start at $40 for one-way flights and $80 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, May 1 - Wed, May 6
MCO
Orlando
PIT
Pittsburgh
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 1 from Orlando to Pittsburgh, returning Wed, May 6, priced at $80 just found

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